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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725554Generated: October 30, 2026

2-Methoxy-5-nitroaniline → 1-(2-methoxy-5-nitrophenyl)piperazine

https://huagongshe.com/reaction/1725554

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxy-5-nitroanilineHCID 7447—
ReactantPotassium CarbonateHCID 11430—
ReactantBis(2-chloroethyl)amine hydrochlorideHCID 522769—
SolventChlorobenzeneHCID 7964—
Product1-(2-methoxy-5-nitrophenyl)piperazineHCID 378313845.1%

Reaction Steps

A mixture of 2-methoxy-5-nitro-phenylamine (16.8 g, 0.1 mol), bis-(2-chloro-ethyl)-amine hydrochloride (17.8 g, 0.1 mol) and potassium carbonate (69 g, 0.5 mol) in chlorobenzene (300 ml) was refluxed for 48 h, washed by water. The water phase was extracted with dichloromethane. The organic layers were combined, dried over sodium sulfate, purified with flash chromatography on silica gel (CH2Cl2/MeOH) to give the desired product, 1-(2-methoxy-5-nitrophenyl)piperazine (10.7 g, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491727B2
Source datasetuspto-grants-2009_02
ORD IDord-bd125f31f09b4345910a67e34ca431b4
Source noteuspto-grants-2009_02